US Virgin Islands Cruises, Sailing & Water Tours

Midnight Sun Charters - 37ft OBSIDIAN

A day in the British Virgin Islands aboard our black Midnight Express 37' Open named Obsidian. Stand out from the crowd on this ultra luxurious …More

A day in the British Virgin Islands aboard our black Midnight Express 37' Open named Obsidian. Stand out from the crowd on this ultra luxurious...

5 to 8 hours Free Cancellation
5.0 (133)
from
$2,333
Private Sailing Tour of Pirate Waters and Shipwrecks

Salt River Bay, St. Croix, was a pirate nest for two and a half centuries, used by Kalinago, Conquistadors, Buccaneers, and Pirates, and appears almost …More

Salt River Bay, St. Croix, was a pirate nest for two and a half centuries, used by Kalinago, Conquistadors, Buccaneers, and Pirates, and appears almost...

2 hours Free Cancellation
4.9 (24)
from
$75
Christmas Cove and Pizza Pi Happy Hour Sail Tour

Departing from Red Hook, join us sailing to Christmas Cove, where we will visit the one and only floating pizza boat! Order a pizza, enjoy …More

Likely to Sell Out
Likely to Sell Out

Departing from Red Hook, join us sailing to Christmas Cove, where we will visit the one and only floating pizza boat! Order a pizza, enjoy...

3 hours Free Cancellation
5.0 (27)
from
$185
St. Thomas Dinner Sail to Lovango with Open Bar

Step aboard our luxury 65 foot catamaran Lady Lynsey II for an evening escape to the private island of Lovango Cay for dinner under the …More

Step aboard our luxury 65 foot catamaran Lady Lynsey II for an evening escape to the private island of Lovango Cay for dinner under the...

4 hours Free Cancellation
4.6 (43)
from
$129
Sail, Shop and Snorkel in St. John from Westin Frenchman's Reef

Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Flying Frenchman. After snorkeling …More

Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Flying Frenchman. After snorkeling...

7 hours Free Cancellation
4.8 (29)
from
$129
Private Charter 37' Axopar in US Virgin Islands

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your …More

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your...

6 hours
5.0 (85)
from
$1,695
Private 6-Hour Island Hopping in US Virgin Islands - 500hp Hydro Sport

This is a "New Extremly Affordable, Private Option" offered by Stormy Pirates!! Be one of the first to experience this affordable option for a fast, …More

This is a "New Extremly Affordable, Private Option" offered by Stormy Pirates!! Be one of the first to experience this affordable option for a fast,...

6 hours
5.0 (80)
from
$1,150
Pizza Pi Shuttle (Official) - Jet Ski Trip St Thomas

This unique trip allows you to visit the world famous Pizza Pi floating pizza boat; only accessible by sea. Hop on one of our jet …More

This unique trip allows you to visit the world famous Pizza Pi floating pizza boat; only accessible by sea. Hop on one of our jet...

90 to 150 minutes Free Cancellation
4.7 (21)
from
$269
Private Half-Day Guided Snorkeling Charter in St. Thomas

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy …More

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy...

4 hours
5.0 (50)
from
$2,540
Amazing Half Day Private Boat Charter on Luxury Sailing Catamaran

Swim and snorkel beautiful reefs. See the amazing beaches and Islands while catching some sun on the bean bags on top of the trampolines. You …More

Likely to Sell Out
Likely to Sell Out

Swim and snorkel beautiful reefs. See the amazing beaches and Islands while catching some sun on the bean bags on top of the trampolines. You...

4 hours 30 minutes Free Cancellation
5.0 (12)
from
$250
Afternoon & Sunset Private Charter During the "Golden Hours"

Enjoy the stunning late afternoon light on our "Golden Hours" Afternoon & Sunset Private Charter. This 2 to 3-hour adventure (timing varies based on sunset) …More

Likely to Sell Out
Likely to Sell Out

Enjoy the stunning late afternoon light on our "Golden Hours" Afternoon & Sunset Private Charter. This 2 to 3-hour adventure (timing varies based on sunset)...

3 hours Free Cancellation
4.8 (5)
from
$695
Full Day Snorkeling and Beach Hopping- 37' Intrepid

Full Day Charters on Maxed Out are all private and custom trips, providing completely unique experiences for our guests. Snorkel the reefs, visit beautiful beaches, …More

Full Day Charters on Maxed Out are all private and custom trips, providing completely unique experiences for our guests. Snorkel the reefs, visit beautiful beaches,...

7 hours Free Cancellation
5.0 (74)
from
$1,600
Private Full Day Guided Snorkeling or Diving Charter in St Thomas

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy …More

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy...

6 to 8 hours
5.0 (20)
from
$3,225
All Inclusive St. John Boating Adventure

We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National Park. Our small party sails guarantee a peaceful …More

We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National Park. Our small party sails guarantee a peaceful...

5 hours Hotel pickup offered Free Cancellation
5.0 (79)
from
$314
Private Day Charter Classic Sailboat

To maximize your day and our destination options in the National Park, we offer flexible timing allowing for an easy transfer away from the busy …More

To maximize your day and our destination options in the National Park, we offer flexible timing allowing for an easy transfer away from the busy...

4 to 5 hours Hotel pickup offered Free Cancellation
5.0 (70)
from
$1,395
Private Morning Half-Day Snorkeling Trip

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy …More

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy...

2 to 4 hours
5.0 (27)
from
$2,540
Private Sunset Sail, Open Bar, 12 Guests, Amazing Island Views

You will set sail aboard one of the largest daysail yachts in the Virgin Islands. At 55 feet the Blue Dream is well equipped to …More

Likely to Sell Out
Likely to Sell Out

You will set sail aboard one of the largest daysail yachts in the Virgin Islands. At 55 feet the Blue Dream is well equipped to...

2 hours Free Cancellation
5.0 (6)
from
$1,345
Private Full Day Sail in Virgin Islands National Park

On a private full day sail with Max Charters you will have the boat to yourself! Your captain and mate will take you to some …More

Likely to Sell Out
Likely to Sell Out

On a private full day sail with Max Charters you will have the boat to yourself! Your captain and mate will take you to some...

6 hours Free Cancellation
5.0 (16)
from
$1,650
Coral Reef and Turtle Kayak Excursion

If you are looking for a small group experience to kayak and snorkel at two great snorkel spots away from the crowds - this is …More

Likely to Sell Out
Likely to Sell Out

If you are looking for a small group experience to kayak and snorkel at two great snorkel spots away from the crowds - this is...

5 hours Free Cancellation
5.0 (3)
from
$159
Coral Reef and Turtle Discovery Tour

Experience a Virgin Islands tour unlike any other - without the crowds!  Take an adventurous kayak over crystal clear waters and snorkel over a healthy …More

Likely to Sell Out
Likely to Sell Out

Experience a Virgin Islands tour unlike any other - without the crowds!  Take an adventurous kayak over crystal clear waters and snorkel over a healthy...

5 hours Free Cancellation
5.0 (3)
from
$159
Private Full Day Charter to Jost Van Dyke from US Virgin Islands

Sleep in, take it slow, and still have an incredible day exploring Jost Van Dyke. With a late departure at 11 AM and a return …More

Likely to Sell Out
Likely to Sell Out

Sleep in, take it slow, and still have an incredible day exploring Jost Van Dyke. With a late departure at 11 AM and a return...

6 hours 30 minutes Free Cancellation
5.0 (6)
from
$1,495

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